After graduating from the famed Tata Football Academy, Robert started his footballing career with I-League club Churchill Brothers in 2008. He would go on to have a successful time at the Goan clubs, winning the I-League in 2008-2009 season and the Durand Cup in 2009. East Bengal
In June 2011, Robert signed with East Bengal of Kolkata.
In June 2015, Delhi Dynamos retained him for next season ISL along with 4 more players.
After a good season at Churchill Brothers Robert was called up to the India national football team preparatory camp in June and made his debut against Maldives on July 10, 2011 coming off the bench.